Synthesis and structure of bis(2,3,4,5-tetrafluorobenzoyloxy)triphenylantimony and tetraphenylantimony 2,3,4,5-tetrafluorobenzoate
| Autor: | A. N. Efremov, Oleg S. Eltsov, Vladimir V. Sharutin, Olga K. Sharutina, Pavel A. Slepukhin, Elena S. Il’inykh |
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| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Intermolecular force chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Oxygen 0104 chemical sciences Inorganic Chemistry Bond length Crystallography Trigonal bipyramidal molecular geometry chemistry.chemical_compound chemistry Antimony Yield (chemistry) Environmental Chemistry Physical and Theoretical Chemistry Diethyl ether Benzene |
| Zdroj: | Journal of Fluorine Chemistry. 234:109517 |
| ISSN: | 0022-1139 |
| Popis: | Bis(2,3,4,5-tetrafluorobenzoyloxy)triphenylantimony Ph3Sb[OC(O)C6HF4-2,3,4,5]2 (3) has been synthesized in 91 % yield by the reaction of triphenylantimony (1) with 2,3,4,5-tetrafluorobenzoic acid (2) and tert-butyl hydroperoxide (in the mole ratio of 1:2:1) in diethyl ether. Tetraphenylantimony 2,3,4,5-tetrafluorobenzoate Ph4SbOC(O)C6HF4-2,3,4,5 (5) has been obtained by the interaction between pentaphenylantimony (4) and compound 3 in benzene (95 % yield), as well as by the reaction of pentaphenylantimony 4 with 2,3,4,5-tetrafluorobenzoic acid 2 (86 % yield). According to the X-ray diffraction data, in compounds 3, 5 the antimony atoms have a trigonal bipyramidal coordination with the oxygen (3) or carbon and oxygen (5) atoms in axial positions. The sum of the equatorial CSbC angles in 3 and 5 is equal to 359.98(11)° and 356.52(6)°, respectively. The average value of the equatorial SbC bonds in 3 (2.104(3) A) is less than in 5 (2.1132(16) A). The SbO bond lengths in 3 (2.117 (2), 2.134 (2) A) are significantly shorter than in 5 (2.2998 (13) A). Molecular packing in crystals 3 and 5 is characterized by the presence of intermolecular contacts Sb⋯OC : 3.110(3), 2.982(2) A, and 3.233(2) A, respectively. |
| Databáze: | OpenAIRE |
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